NEO-HOLOTHURINOGENINS .3. NEO-HOLOTHURINOGENINS BY ENZYMATIC HYDROLYSIS OF DESULFATED HOLOTHURIN-A

The enzymatic hydrolysis of desulfated holothurin A has been investigated. The products 12α-methoxy-7,8-dihydro-17-desoxy-22,25-oxidoholothurinogenin (IVA), 12β-methoxy-7,8-dihydro-22,25-oxidoholothurinogenin (III), 12β-hydroxy-7,8-dihydro-24,25-dehydroholothurinogenin (V), 12α-methoxy-7,8-dihydro-22-hydroxyholothurinogenin (VII), and the 3β-xyloside of 12β-methoxy-7,8-dihydro-24,25-dehydroholothurinogenin (VII) have been identified. Their structures and relationships to the new-holothurinogenins, the aglycone moieties as they exist in holothurin A and the holothurinogenins, obtained on strong acid hydrolysis of holothurin A, are discussed. The NMR spectra of the neo-genins in chloroform and pyridine are reported. © 1969.